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Journal of Asian Natural Products Research

Chang-Ling Duan, Yu-Juan Li, Feng-Yun Wang, Lan Miao, Xu-Dong Tang
Two new steroidal glycosides (named fibrophiopogonins A, B), along with one known glycoside, were isolated from the fibrous roots of Ophiopogon japonicus (Liliaceae). Comprehensive spectroscopic analysis, including 2D NMR spectroscopy, and the results of acid hydrolysis allowed the chemical structure of the compounds to be assigned as 26-[(O-β-D-glucopyranosyl-(1 → 6)-D-glucopyranosyl)]-barogenin- 3-O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside and (25R)-26-[(O- β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl)]- 3β,22α,26- trihydroxyfurost- 5-ene-3-O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside...
July 17, 2018: Journal of Asian Natural Products Research
Lu-Ning Li, Lei Wang, Xiu-Li Guo
Two new compounds herialpins A-B (1-2), along with eleven known compounds, were isolated from the culture of fungus Hericium alpestre. The structures were elucidated by 1D and 2D NMR data, ESI-MS and X-ray crystallographic analysis. Compounds 1-2 were assayed for their cytotoxicity against three tumor cell lines compared with the known compound 3. Compounds 1 and 2 were found with modest activity, while compound 3 exhibits stronger selective inhibitory activity against A549 and HT-29 cells with IC50 values of 15...
July 17, 2018: Journal of Asian Natural Products Research
Lan Yang, Juan Tang, Jin-Jun Chen, Ai-Yun Peng, Qi-Ming Wang, Li-Qun Rao, Hua Yang, Xian-Wen Zhang, Huan-Zhi Yang, Chen Zhang, Guo-Ping Peng
Poria cocos (P. cocos) polysaccharides (PCPs) are used to improve immunity and possess antitumor activities. We compared three cultivars of P. cocos (5.78, XJ 28 and JHYH) PCP contents. Then we determined that malZ, galA, SORD, gnl and bglX are key enzymes within the PCP biosynthetic pathway by using HiSeq2500 transcriptome and qRT-PCR validation. Our results provide more detailed information about the PCP biosynthesis pathway at the molecular level in P. cocos and establish the functions for the molecular breeding to produce polysaccharides in general for therapeutic use in Chinese medicinal plants...
July 16, 2018: Journal of Asian Natural Products Research
Yan Liu, Jiang Hu, Yan Lv, Xiao-Yun Huang, Guo-Xu Zhang
Phytochemical investigation on the stems of Schisandra glaucescens resulted into the isolation of three new lanostane triterpenoids, 12-hydroxyschiglausin B (1), 12-hydroxykadsuphilactone B (2), and 20R-hydroxyschinalactone C (3). Structural elucidation of all the compounds was accomplished by spectral methods. The isolated compounds were tested in vitro for cytotoxic activities. As a result, triterpenoids 1 and 2 showed cytotoxic activities for all six tested tumor cell lines with IC50 values less than 15 μM...
July 16, 2018: Journal of Asian Natural Products Research
Han-Qiao Liang, Da-Wei Zhang, Shun-Xing Guo, Jie Yu
Two new tetracyclic triterpenoids, integracide E (1) and isointegracide E (2), as well as three known secondary metabolites (i.e. integracide A (3), 2-deoxyintegracide A (4) and 2-deoxyintegracide B (5)), were isolated from mycelium of the endophytic fungus Hypoxylon sp. 6269. Structures were determined by a combination of 1D and 2D NMR techniques and mass spectrometry. All of the compounds were tested for their anti-HIV-1 integrase activities.
July 12, 2018: Journal of Asian Natural Products Research
Shi-Ming Fang, Rui Liu, Lin Li, Jin-Long Yao, Er-Wei Liu, Guan-Wei Fan, Han Zhang, Xiu-Mei Gao
Two new labdane-type diterpenes, named viterotulin C (1) and vitexilactone D (2), together with five known diterpenes (3-7), were isolated from the fruits of Vitex trifolia L. var. simplicifolia Cham. Their structures were elucidated by detailed analysis of spectroscopic data. All the compounds were evaluated for their inhibitory effects on nuclear factor-kappa B (NF-κB) pathway in HEK 293 cell line. These compounds presented inhibition on TNF-α-induced NF-κB activation, with inhibition rates ranging from 42...
July 12, 2018: Journal of Asian Natural Products Research
Xu-Liu Shi, Jian-Kun Yan, Wen-Kai Li, Paul Owusu Donkor, Xiu-Mei Gao, Li-Qin Ding, Feng Qiu
Two pairs of phenylpropanoid enantiomers, (+)-(7S,8S)-alatusol D (1a), (-)-(7R,8R)-alatusol D (1b), (-)-(7S,8R)-alatusol D (2a) and (+)-(7R,8S)-alatusol D (2b) were isolated from the leaves of Eucommia ulmoides Oliver. Among them, 1a and 2b were firstly obtained by chiral enantiomeric resolution. Their structures were elucidated based on extensive spectroscopic analysis and the induced CD (ICD) spectrum caused by adding Mo2 (AcO)4 in DMSO. All compounds were tested on Hep G2 tumor cell lines. However, none of the compounds showed potential cytotoxic activity against Hep G2 in vitro...
July 12, 2018: Journal of Asian Natural Products Research
Juan Zhang, Jia-Cheng Li, Jia-Li Song, Zhi-Qiang Cheng, Ji-Zheng Sun, Cheng-Shi Jiang
A series of new coumarin/1,2,4-oxadiazole hybrids were synthesized and evaluated for cholinesterase inhibitory and neuroprotective activities. Among them, enantiomers 5u and 5v showed potent hBChE inhibitory activity with IC50 values of 8.17 and 9.56 μM, respectively, and also exhibited good selectivity for hBChE over hAChE by 9.49- and 7.58-fold, respectively. In addition, both compounds could protect SH-SY5Y cells against Aβ25-35 -induced neurotoxicity. The preliminary bioassay results provided a new chemotype for multifunctional anti-Alzheimer's disease agents and continuing investigation into compounds 5u and 5v is warranted...
July 10, 2018: Journal of Asian Natural Products Research
Tian Yue, Ke-Bo Xie, Zhen Tan, Ri-Dao Chen, Da-Wei Chen, Ji-Mei Liu, Jun-Gui Dai
Glucuronidation is an important and popular metabolic reaction in vivo of drugs. The further evaluation of biological activity and toxicity of glucuronides is necessary in the course of the drug research and development. However, the synthesis of glucuronides is limited by the lack of efficient approach. Herein, we have developed a new glucuronide synthesis method using plant uridine diphosphate-dependent glucuronosyltransferases (UGTs), UGT88D4, UGT88D7, and EpGT8, enabling the convenient preparation for corresponding O-glucuronide metabolites (1a, 2a, 3a, and 3b) in milligram scale of two neurological active agents, IMM-H004 (1) and FLZ (2)...
July 10, 2018: Journal of Asian Natural Products Research
Nhi Y Thi Nguyen, Phu Hoang Dang, Van Truong Thien Nguyen, Tuan Trong Vo, Dao Anh Thi Nguyen, Minh Duc Huu Nguyen, Phuc Huu Dang, Quan Le Tran
From an EtOAc-soluble fraction of the leaves of Azadirachta indica, two new 28-norlimonoids named nimbandiolactone-21 (1) and nimbandioloxyfuran (2), together with nimbandiolactone-23 (3), were isolated. Their relative structures were elucidated based on NMR spectroscopic interpretation and biosynthetic consideration. Nimbandioloxyfuran (2) and nimbandiolactone-23 (3) showed potent α-glucosidase inhibitory activity, with the IC50 values of 46.2 and 38.7 μM, respectively.
July 9, 2018: Journal of Asian Natural Products Research
Fu-Ying Qin, Yong-Ming Yan, Zheng-Chao Tu, Yong-Xian Cheng
Three pairs of meroterpenoids (±) cochlearoids N-P (1-3) were isolated from the fruiting bodies of Ganoderma cochlear. Their structures including absolute configurations were assigned by spectroscopic techniques. All the isolated compounds were tested for their inhibitory activities toward BRD4, human cancer cells, and micro-organisms. The results show that the enantiomers of (±)-1 are BRD4 inhibitors, (-)-1 and (+)-3 are cytotoxic against human cancer cells (K562) with IC50 values of 7.68 and 6.68 μM, respectively...
July 9, 2018: Journal of Asian Natural Products Research
Zhi-Ping Che, Yue-E Tian, Sheng-Ming Liu, Jia Jiang, Mei Hu, Gen-Qiang Chen
As our ongoing work on research of natural-product-based insecticidal agents, some 4α/β-acyloxypodophyllotoxin derivatives were synthesized, and were evaluated against the pre-third-instar larvae of B. mori, A. dissimilis and M. separate in vivo at the concentration of 1 mg ml-1 , respectively. Among all derivatives, compounds 2 g, h and 4c, d showed more promising insecticidal activities than their precursors - podophyllotoxin and epipodophyllotoxin. Furthermore, derivatives 2 g, h and 4c, d exhibited more relative amicable activities than their precursors - podophyllotoxin and epipodophyllotoxin...
July 5, 2018: Journal of Asian Natural Products Research
Bushra Nageen, Iqra Sarfraz, Azhar Rasul, Ghulam Hussain, Fariha Rukhsar, Somia Irshad, Ammara Riaz, Zeliha Selamoglu, Muhammad Ali
Eupatilin (5,7-dihydroxy-3',4',6-trimethoxyflavone) is a pharmacologically active flavone which has been isolated from a variety of medicinal plants. Eupatilin is known to possess various pharmacological properties such as anti-cancer, anti-oxidant, and anti-inflammatory. It is speculated that eupatilin could be subjected to structural optimization for the synthesis of derivative analogs to reinforce its efficacy, to minimize toxicity, and to optimize absorption profiles, which will ultimately lead towards potent drug candidates...
July 4, 2018: Journal of Asian Natural Products Research
Zhi-Kai Guo, Rong Wang, Tian-Mi Liu, Fu-Xiao Chen, Ming-Qiu Yang
One new flavonoid derivative flavoside A (1), one new 5-hydroxyanthranilic acid derivative crassilin (2), along with the known angucyclinone PD116740 (3) and oxachelin (4), was isolated from the EtOAc extract of the fermentation broth of the sea urchin (Anthocidaris crassispina)-derived actinobacterium, Streptomyces sp. HD01. The structures of these compounds were established on the basis of their HR-ESI-MS and NMR spectroscopic data. All of these compounds were assessed for their antibacterial activity.
July 4, 2018: Journal of Asian Natural Products Research
Boddu Rama Krishna, Sistla Ramakrishna, Sangaraju Rajendra, Kuncha Madhusudana, Uppuluri Venkata Mallavadhani
Sixteen novel orsellinic esters (6a-l, 7a-d) along with four lecanoric acid related depsides (3a-c, 4) were synthesized and confirmed their structures by spectroscopic data (1 H, 13 C & HRMS). The synthesized compounds were evaluated for their in vitro α-glucosidase (Saccharomyces cerevisiae) inhibitory potential. Among the tested compounds, 3c (IC50 : 140.9 μM) and 6c (IC50 : 203.9 μM) displayed potent α-glucosidase inhibitory activity and found more active than the standard drug acarbose (IC50 : 686...
July 3, 2018: Journal of Asian Natural Products Research
Ming-Fang Liao, Kai Wang, Jin-Wei Ren, Li Liu, Lei Cai, Jun-Jie Han, Hong-Wei Liu
Two new 2H-pyranones and two new isocoumarin derivatives, maculanslines A-D (1-4), together with seven known compounds (5-11), were isolated from the plant pathogenic fungus Leptosphaena maculans. Their planar structures and absolute configuration were elucidated by comprehensive spectroscopic techniques including high-resolution electrospray ionization mass spectrum, 1D and 2D nuclear magnetic resonance, as well as electronic circular dichroism. All 11 compounds were tested for their inhibitory activity against α-glucosidase...
July 2, 2018: Journal of Asian Natural Products Research
Lu Qiu, Yu Xiao, Yao-Qi Liu, Lian-Xin Peng, Wan Liao, Qiang Fu
The EtOH extract of the roots of Platycodon grandiflorum afforded two new triterpene saponins platycoside P (1) and platycoside Q (2). Their structures were elucidated based on spectroscopic means and hydrolysis products. These compounds were evaluated for inhibitory activity against LPS-induced TNF-α production in RAW 246.7 macrophages. Compounds 1 and 2 showed inhibitory activity with the inhibition ratios (%) of 38.6 and 44.1 at 50 μM, respectively.
July 2, 2018: Journal of Asian Natural Products Research
Pan-Pan Zhang, Shuang Song, Jia-Jia Lang, Chun-Xiu Jia, Su-Jun Yan, Lan Liu, Sen-Hua Chen, Jing Li
A new diphenolic derivative asperdiphenol A (1), along with nine known compounds (2-10), was isolated from the marine-derived fungus Aspergillus niger 102. Their structures were elucidated on the basis of spectroscopic analysis including NMR and MS spectrometry. Compound 1 was suggested to be a chiral mixture by the specific rotation and chiral HPLC. Compound 1 was evaluated for its anti-inflammatory, antibacterial, and cytotoxic activity.
July 1, 2018: Journal of Asian Natural Products Research
Cheng-Neng Mi, Wei Li, Hui-Qin Chen, Jun Wang, Cai-Hong Cai, Shao-Peng Li, Wen-Li Mei, Hao-Fu Dai
Phytochemical investigation on the roots of Swietenia macrophylla yielded one new pharagmalin-type limonoid named 2-dehydroxyl-swietephragmin C (1) and one new xanthone, 1,5-dihydroxy-6-methoxy-6',6'-dimethyl-2H-pyrano[2',3':3,2]xanthone (2), in addition to three known compounds. The structures of the new compounds were unambiguously determined by comprehensive spectroscopic methods (NMR, UV, IR, MS), as well as by comparison with the reported data in the literature. Xanthones were reported from Swietenia genus for the first time...
June 27, 2018: Journal of Asian Natural Products Research
You-Sheng Cai, Ji-Zheng Sun, Qing-Qing Tang, Fengkai Fan, Yue-Wei Guo
Chemical investigation of the leaves and stems of the Chinese mangrove Acanthus ilicifolius Linn. led to the isolation and structure elucidation of one new pyrido[1,2-a]indole alkaloid named acanthiline A (1), together with one known compound aurantiamide acetate (2). Compound 1 has a previously unreported natural product skeleton. The structure elucidation of 1 was based on the analysis of its 1D and 2D NMR and mass spectroscopic data.
June 27, 2018: Journal of Asian Natural Products Research
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